- high-resolution terminology - matching measurements at high-resolution
Glycerophosphate
Description
Glycerophosphate (synonym: α-glycerophosphate; glycerol-3-phosphate; C3H9O6P) is an organophosphate and it is a component of glycerophospholipids. Glycerophosphate dehydrogenase complex oxidizes glycerophosphate to dihydroxyacetone phosphate and feeds electrons directly to ubiquinone. See also glycerol phosphate shuttle.
Abbreviation: Gp
MitoPedia topics: Substrate and metabolite
Nomenclature issues
Due to an ambiguity in the D,L nomenclature based on the Fisher projection the biologically active enantiomer can be labeled either D-glycerol 1-phosphate or L-glycerol 3-phosphate. Alternatives are sn-glycerol 3-phosphate or DL-alpha-glycerophosphate. Following the Cahn–Ingold–Prelog priority rules, the biologically active substance is always the (R) enantiomer, independent of whether the substance is called glycerol 1-phosphate or glycerol 3-phosphate.
Availability
Sigma does not sell DL-alpha-glycerophosphate disodium salt hexahydrate (FW = 324.1; Sigma G-2138, CAS# 1555-56-2 (anhydrous)) any more (personal communication with Dr. Zdenek Drahota, Dept. of Bioenergetics, Institute of Physiology, Academy of Sciences of the Czech Rep.)!
In Dr. Drahota's lab a 1 M stock solution is used and the final concentration in the O2k-Chamber is 10 mM.
Search for an adequate replacement is underway.
Alternatives:
- Racemic disodium salt hexahydrate: CAS#: 3325-00-6, "identical" (not considering purity) to the discontinued Sigma product mentioned above, but actual availability would have to be checked with each individual supplier
- CHEMOS: 151924
- BOC Sciences: 3325-00-6 (sic!, they use CAS numbers as their product numbers, which actually makes a lot of sense).
- Advance Scientific & Chemical: G2218.
- Racemic magnesium salt: AppliChem: A4558,1000
- Enantiopure lithium salt: Sigma: 94124
- Enatiopure bis(cyclohexylammonium) salt: Sigma: G7886
If a racemic mixture (like Sigma G-2138) is replaced by the biologically active enantiomer the amount of substance (measured in moles) usually has to be halved. However, also consider that stated purities may be different, requiring further adjustments.
